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Jeetu Mahtani, Sales Leader @Hubspot: How and When to Go International and Crush It | E1207

Jeetu Mahtani was an early member of the HubSpot team. Under his leadership and the sales organization, the business grew its non-US revenue from $3M ARR to close to $1B ARR. After running the International business as the global MD and Sales leader, he then moved to lead the customer success org which expanded to managing 1,500 people in customer success. ----------------------------------------------- Timestamps: (00:00) Intro (00:54) The Journey to Becoming One of HubSpot's First (03:21) How to Go International for Startups (13:03) Scaling Sales from $3M to $1BN in ARR (20:10) Is an SEO-Heavy Approach Still Relevant in Today's Landscape? (22:02) When & How to Implement Partner Programs for Startups (28:14) Reflections on Expansion: Missed Opportunities & Improvements (34:31) Early Sales: Marquee Logos or High-Velocity Customers? (37:04) Key Lessons for Designing Sales Compensation Plans (38:02) Integrating CS into Upsell & Retention Incentives (44:20) Right Timing To Invest in CS (45:48) Responding to Delayed Deals & Missed Quarterly Goals (53:04) Quick-Fire Round ----------------------------------------------- In Today’s Episode with Jeetu Mahtani We Discuss: 1. How to Go International for Startups: What are Jeetu’s biggest lessons from Hubspot on what startups can do to make their international expansion a success? What were the biggest mistakes Hubspot made in their international expansion? How should every team in each new location be structured? What should the ramp time and onboarding process look like or each new team and expansion? 2. Scaling Sales from $3M to $1BN in ARR: What did Hubspot do so well to successfully scale to $1BN in international ARR? What were the biggest mistakes Jeetu made in the expansion of Hubspot’s sales teams? What are the first things to break in sales teams? How do you handle them? Why does Jeetu hate discounting? Why does Jeetu not like customer references? 3. Scaling Customer Success to 1,500 CS Reps: When should founders make their first customer success hires? What are the biggest mistakes people make in the scaling of CS teams? Why should customer success be incentivised in the same comp plans that sales teams have? How do the best CS teams work with sales and product teams most effectively? 4. Hiring the Best and Ramping Them: What does Jeetu’s hiring process look like for all new sales reps? What are the must ask questions for Jeetu in all candidate interviews? How fast do you know when you have made a mistake with a new hire? What is the secret to effective onboarding? What are the biggest mistakes people make in onboarding? ----------------------------------------------- Subscribe on Spotify: https://open.spotify.com/show/3j2KMcZTtgTNBKwtZBMHvl?si=85bc9196860e4466 Subscribe on Apple Podcasts: https://podcasts.apple.com/us/podcast/the-twenty-minute-vc-20vc-venture-capital-startup/id958230465 Follow Harry Stebbings on Twitter: https://twitter.com/HarryStebbings Follow Jeetu Mahtani on Twitter: https://twitter.com/jmahtani Follow 20VC on Instagram: https://www.instagram.com/20vchq Follow 20VC on TikTok: https://www.tiktok.com/@20vc_tok Visit our Website: https://www.20vc.com Subscribe to our Newsletter: https://www.thetwentyminutevc.com/contact ----------------------------------------------- #20vc #harrystebbings #jeetumahtani #hubspot #sales #advisor #venturecapital #hiring #discounting #customersuccess #startups

Jeetu MahtaniguestHarry Stebbingshost
Sep 27, 20241h 0mWatch on YouTube ↗

CHAPTERS

  1. From almost selling HubSpot a startup to joining as an early rep

    Jeetu recounts meeting HubSpot when it was a tiny four-person office and trying to sell Brian and Dharmesh his event-registration startup. He shares how he initially wanted to be a product manager, didn’t get the role, and later joined as a sales rep anyway.

    • Early HubSpot context: four people in a 100 sq ft office
    • Attempt to sell their startup; Brian declines but offers jobs
    • Jeetu’s initial product-manager ambition vs. joining sales later
    • Origins of the relationship with Peter Caputa and early HubSpot leaders
  2. When to go international: unit economics and retention before expansion

    Jeetu frames international as a major growth lever but warns companies to expand only when the core business is economically sound. He uses HubSpot’s decision to delay Dublin due to weak retention, and explains readiness through LTV/CAC improvements.

    • International can represent half of revenue at scale (S&P 500 reference)
    • HubSpot delayed expansion when gross retention was in the low 70s
    • Readiness test: LTV/CAC and ability to retain customers
    • HubSpot expanded once LTV/CAC improved meaningfully
  3. How HubSpot made Dublin work at $3M ARR: overinvesting and proving demand

    Jeetu explains the counterintuitive decision to open Dublin at only ~$3M ARR and why it worked. The keys were validating demand signals ahead of time and heavily resourcing the launch with an expat “tiger team” paired with local hires.

    • Dublin opened around ~$3M ARR—early and investment-heavy
    • Expat ‘tiger team’ + local hires in a 1:1 ratio to ensure success
    • Demand signals: inbound from English-speaking Europe and UK partners
    • Pre-validation tactic: early-morning Cambridge team selling into UK time zones
  4. Modern expansion playbook: PLG, digital CS, time zones, and local presence

    The conversation shifts to how expansion has changed with PLG, freemium, and digital customer success, making global acquisition and servicing more efficient. Jeetu outlines why time zones still matter, but so do talent cost leverage and on-the-ground credibility with customers and partners.

    • International is less capital-intensive today due to PLG and digital CS
    • Expand early only if core-market economics are healthy
    • Reasons to localize presence: time zone coverage, talent cost, partner trust
    • Customers and partners often expect visible commitment in-country
  5. The tiger team model, rep ramp time by geography, and ACV needed to justify reps

    Jeetu details HubSpot’s operational approach: send experienced expats for 6–12 months, hire and onboard locals, then transition to local leadership. He also shares ramp time expectations and the rough ACV thresholds needed to make rep economics work in mid-market.

    • Tiger team stays 6–12 months, then ‘fires itself’ to local leadership
    • Rep ramp time varies; US/UK/Netherlands similar; others differ
    • Typical ramp: ~6–9 months to consistent productivity
    • Mid-market rep economics: ~10–12K ACV to justify ROI on rep investment
  6. Where international expansion breaks: Japan hiring, localization, and partner-led GTM

    Jeetu reviews mistakes and learnings from harder, higher-complexity markets—especially Japan. He explains why the expat playbook failed due to language/culture, why early hiring misfired, and why complex markets often require partner/reseller ecosystems rather than fully direct teams.

    • Country selection framework: operational complexity vs. TAM
    • Japan challenge: can’t use expat leaders effectively; must hire local from day one
    • Early Japan hiring mistake: hiring ‘Western-sounding’ candidates who didn’t fit local selling norms
    • Localization reality: Germany had meaningful demand from English content; Japan had ~1%
    • In complex markets, partner-led delivery can outperform direct for complex products
  7. Portfolio strategy for 150-country demand: focus on ‘win’ markets and right sequencing

    As HubSpot grew, revenue appeared across ~150 countries, making prioritization difficult. Jeetu describes adopting a portfolio model with tiers—countries to win (#1 or #2), steady-growth markets, and partner-led efficient markets—and reflects on markets he wishes HubSpot prioritized earlier.

    • Entity and currency strategy matters for markets like Brazil and India
    • MRR across 150 countries forces sharper prioritization and budgeting
    • Three-tier model: accelerated-growth, steady-growth, partner-led efficient growth
    • Guiding principle: focus on being #1 or #2 in a small set of priority markets
  8. Scaling sales from early ARR to massive scale: inbound engine, talent systems, and partners

    Jeetu attributes HubSpot’s sales efficiency to the strength of inbound marketing and the ability to hire, onboard, and coach reps predictably. He also emphasizes that the partner ecosystem became a major growth driver—eventually contributing roughly half of revenue.

    • Inbound/content engine as a moat; massive blog/site traffic drives leads
    • Operational predictability: hire and staff sales in proportion to demand
    • Rep productivity comes from strong onboarding and coaching systems
    • Partners as a growth flywheel; ecosystem becomes a huge revenue channel
  9. Is SEO still worth it? Content remains king, but distribution has expanded

    Jeetu argues SEO remains necessary, but the playbook has evolved from ‘just blog’ to multi-channel distribution. The focus stays on content, while founders and executives increasingly need to use social and new formats to reach buyers.

    • SEO isn’t optional, but it’s harder and more layered now
    • Distribution matters more: LinkedIn and social content are key
    • Same philosophy, more formats: content + conversion paths + distribution
    • Avoid spreading too thin across too many channels without focus
  10. Building partner programs that actually work: prerequisites, incentives, and enablement

    Jeetu explains when partner programs make sense—primarily when customers need implementation/services or ecosystem value beyond the product itself. He outlines the investment needed in partner acquisition and enablement, and how HubSpot required partners to ‘be customers first’ to ensure credibility and alignment.

    • Start partner programs when partners can materially help customers succeed
    • Best fit: products needing services/implementation; less fit for pure PLG/SMB flows
    • Minimum investment: owner for partner acquisition + partner enablement
    • Partners are businesses too; design for their economics and motivations
    • HubSpot tactic: partners buy/use product first, then earn partner status
  11. Founder-led selling and the modern outbound debate: from cold to ‘all-bound’

    Jeetu rejects the idea that SDR/BDR is ‘dead,’ but agrees pure cold outreach is inefficient. He recommends a blended ‘all-bound’ approach using stronger targeting and signals, and insists founders must actively co-create the sales playbook and join early sales calls to build feedback loops.

    • Outbound works when it’s signal-driven, targeted, and informed—not random cold
    • ‘All-bound’ = inbound + outbound aimed at the right doors
    • Founders should co-create the sales playbook and stay close to early customers
    • Be on qualified sales calls early to tighten product and messaging feedback loops
  12. Early pipeline strategy: don’t chase marquee logos—optimize for predictability and velocity

    Jeetu advises mid-market companies to avoid over-committing to ‘elephant hunting’ and instead build a diversified, predictable pipeline. Marquee logos can be pursued opportunistically, but shouldn’t become the plan to hit targets due to mismatched cycles and procurement complexity.

    • ‘Stop chasing elephants’—marquee logos can distort priorities
    • Marquee deals often mismatch your sales process and timing needs
    • Diversify pipeline with good-fit customers and reasonable cycles
    • Momentum comes from customer acquisition + delight, not logo vanity
  13. Compensation design: incentives drive behavior, and CS should share in expansion outcomes

    Jeetu lays out how comp plans must evolve with company stage—from acquisition-heavy incentives early to retention and expansion later. He argues CS teams should be revenue-producing and share upside from upsell/retention, but with safeguards tied to customer success and product usage to avoid mis-selling.

    • Comp plans shape behavior, culture, and customer quality
    • Early stage: bias toward velocity and acquisition; later: retention/upsell balance
    • CS should have variable comp if accountable for retention/expansion
    • Prevent misalignment by measuring post-upsell usage and customer outcomes
  14. Tech stack consolidation, brand marketing nuance, and when to invest in customer success

    Jeetu discusses a consolidation trend as CFOs simplify bloated app stacks, favoring unified platforms that improve ROI visibility across GTM. He offers a nuanced view on brand marketing—less critical early, more meaningful for enterprise and new geographies—and shares practical guidance for CS timing, emphasizing scalable digital self-service before over-hiring humans.

    • CFO-led consolidation: simplify stacks and connect GTM attribution to outcomes
    • Brand marketing: often deprioritized early, can matter for enterprise/geography entry
    • CS mistakes: building acquisition without retention investment
    • CS timing: founders do early CS; hire based on customer count and growth rate
    • Scale CS with self-serve, academy/help content, and digital motions before headcount
  15. Handling slipped deals: qualification, real urgency, discounting aversion, and testimonial cautions

    In a role-play, Jeetu coaches how leaders should respond to missed quarters by dissecting deal stage, qualification, and true customer urgency rather than accepting ‘it slipped’ explanations. He strongly discourages leading with discounting or trading discounts for testimonials, advocating instead for advisor-led selling focused on real customer pain and fit.

    • Role-play manager coaching: interrogate deal stage, qualification, and urgency
    • Urgency should be discovered, not faked—align to customer’s stakes and outcomes
    • Discounting: acceptable only as a targeted budget bridge, not a default tactic
    • Don’t bundle testimonials/discounts into the sales motion; focus on value and fit
    • If buyer doesn’t value advisory selling, customer may be a poor fit
  16. Quick-fire lessons: hiring reps, founders selling, AI automation, and the future of digital-led selling

    Jeetu shares contrarian views: sales experience is overrated compared to underlying traits, and founders should sell directly rather than expecting revenue to ‘happen.’ He predicts AI will automate parts of discovery and raise the bar for human sellers, and points to Amazon as a model for digital-first, human-in-the-loop customer experiences.

    • Sales experience is overrated; prioritize traits beyond tenure
    • Founder-led selling is non-negotiable early; prospects like speaking to founders
    • AI will automate parts of discovery; humans remain for deeper diagnosis/advice
    • Dead tactic: leading with features—start with customer context and needs
    • Future model: digital-led support + chatbot + seamless escalation to human

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